Structure via PubChem · Public domain (PubChem)
lomefloxacin
Sign in to saveAlso known as OKA650, SC-47111A, (+-)-1-Ethyl-6,8-difluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid, 1,4-Dihydro-6,8-difluoro-1-ethyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid, LFLX, Uniquin, Lomefloxacine, Lomefloxacino
Lomefloxacin hydrochloride (sold under the following brand names in English-speaking countries Maxaquin, Okacyn, Uniquin) is a fluoroquinolone antibiotic used to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery. Lomefloxacin is associated with phototoxicity and central nervous system adverse effects.
Chemical data
- Formula
- C17H19F2N3O3
- Molecular weight
- 351.35 g/mol
- IUPAC name
- 1-ethyl-6,8-difluoro-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid
- SMILES
- CCN1C=C(C(=O)C2=CC(=C(C(=C21)F)N3CCNC(C3)C)F)C(=O)O
- InChIKey
- ZEKZLJVOYLTDKK-UHFFFAOYSA-N
- XLogP
- -0.8
- Polar surface area
- 72.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1992
- Admin. routes
- oral
- Indications
- osteomyelitis, bacterial disease, eye infection
via ChEMBL · EBI
Research
1,048 papers- Lomefloxacin clinical pharmacokinetics.Clinical pharmacokinetics · 1993
- Lomefloxacin.Profiles of drug substances, excipients, and related methodology · 2017
- Lomefloxacin: microbiologic assessment and unique properties.The American journal of medicine · 1992
- Photosensitivity induced by lomefloxacin versus other fluoroquinolones: A meta-analysis.Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy · 2020
- Lomefloxacin. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use.Drugs · 1991
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Has part
- carbon
- Mass
- 351.139448
- Has use
- medication
Show 6 more facts
- chemical formula
- C₁₇H₁₉F₂N₃O₃
- canonical SMILES
- CCN1C=C(C(=O)C2=CC(=C(C(=C21)F)N3CCNC(C3)C)F)C(=O)O
- World Health Organisation international non-proprietary name
- lomefloxacin
- has characteristic
- bitterness
- subject has role
- bactericide
- Commons category
- Lomefloxacin
Sources (7)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Lomefloxacin hydrochloride (sold under the following brand names in English-speaking countries Maxaquin, Okacyn, Uniquin) is a fluoroquinolone antibiotic used to treat bacterial infections including bronchitis and urinary tract infections. It is also used to prevent urinary tract infections prior to surgery. Lomefloxacin is associated with phototoxicity and central nervous system adverse effects.
In October 2008, the FDA added the following black box warning to the product insert for Maxaquin: "Lomefloxacin is unique in that it forms a magnesium chelate with itself. The chelate is formed between the 2-carbonyl group of two separate lomefloxacin molecules."
Excerpted from Wikipedia’s “lomefloxacin” article, available under the CC BY-SA 4.0 licence.